Cephalosporin C biosynthesis; stereochemistry of the incorporation ofD,L,D-α-aminodipoyl-cysteinyl-(3S)-[2-2H,4-13C]valine into β-lactam compounds
- 1 January 1989
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 16,p. 1141-1143
- https://doi.org/10.1039/c39890001141
Abstract
Incubation of D,L,D-α-Aminodipoyl-cysteinyl-(3S)-[2-2H,4-13C]valine (8b) with partially purified isopenicilln N synthetase fromCephalosporium acremonium CO 728 gave stereospecifically labelled (2R,3S)-[2′-13C,3-2H]penicillin N(9): further incubation of the product with partially purified deacetoxycephalosporin C/ deacetylcephalosporin C synthetase from C. acremonium CO 728 gave ring expanded products in which the 13C-label was incorporated exclusively into the C3′-exocyclic positions.Keywords
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